Rose-Bengal-Sensitized Photooxidation of Quadricyclane. A (2. SIGMA.+ 2. SIGMA.+ 2. PI.) Cycloaddition of Singlet Oxygen.
T Hatsui, H Takeshita
Index: Hatsui, Toshihide; Takeshita, Hitoshi Chemistry Letters, 1993 , # 1 p. 129 - 132
Full Text: HTML
Citation Number: 2
Abstract
Quadricyclane was photooxygenated with singlet oxygen generated under Rose-Bengal- sensitized conditions to a dioxetane, which in turn gave 2-cyclopentene-1, 4-dicarbaldehyde and 5-norbornene-cis-2, 3-exo-diol. For the mechanism to form the dioxetane, an involvement of a [2σ+ 2σ+ 2π] electrocyclic process is proposed.
Related Articles:
The oxidation of norbornadiene and some derivatives using Pseudomonas sp.
[Geary, Philip J.; Pryce, Robert J.; Roberts, Stanley M.; Ryback, George; Winders, John A. Journal of the Chemical Society, Chemical Communications, 1990 , # 3 p. 204 - 205]